Lithium Hydroxide → N-(5-(3-(1-(3-fluorophenethyl)-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methoxyphenyl)methanesulfonamide

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Reaction Steps

Using similar reaction conditions as described in step-iii of example-1, N-(5-(3-(1-(3-fluorophenethyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methoxyphenyl)methane sulfonamide (27 mg, 0.0409 mmol) was hydrolyzed by lithium hydroxide (34 mg, 0.818 mmol) in THF/methanol/water (2/2/1 ml) to yield 8 mg (40.0% yield) of the titled compound. 1H NMR (DMSO-d6, 300 MHz): δ 11.7 (s, 1H), 9.04 (s, 1H), 8.43-8.42 (d, 1H), 8.176-8.170 (d, 1H), 8.13 (s, 1H), 7.87 (s, 1H), 7.69-7.68 (d, 1H), 7.58-7.57 (m, 2H), 7.32-7.19 (m, 2H), 7.06-7.01 (m, 2H), 4.33-4.38 (t, 2H), 3.89 (s, 3H), 3.21-3.16 (t, 2H), 3.00 (s, 3H). MS: m/z=506.1 (M+1), HPLC: 91.31% in method B.

Provenance & Evidence